HCID 57436583, compound → HCID 57436582, compound

HRID 730932Notes

Reaction equation

HRID 730932 reaction equation
[CH:1]([NH:4][CH2:5][C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[C:16]([N+:18]([O-])=O)[CH:15]=[CH:14][C:13]=2[O:21][CH3:22])[CH:9]=[CH:10][CH:11]=1)([CH3:3])[CH3:2]>CO.C1COCC1.[Pd]>[CH:1]([NH:4][CH2:5][C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[C:16]([CH:15]=[CH:14][C:13]=2[O:21][CH3:22])[NH2:18])[CH:9]=[CH:10][CH:11]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 57436583HCID 57436583, compound

Product 1

HCID 57436582HCID 57436582, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

2-(3-(N-Isopropylamino)methylphenyl)-4-nitroanisole (120 mg, 0.39 mmol) was dissolved in MeOH/THF (5 mL:5 mL), and 10% Pd/C (20 mg) was added. The slurry was stirred at room temperature under an atmosphere of H2 for 16 h. The slurry was then filtered and evaporated to afford 3-[3-(N-isopropylamino)methylphenyl]-4-methoxyaniline as a brown oil (101 mg, 0.37 mmol, 96%).

Workup

  1. filtrationThe slurry was then filtered
  2. customevaporated

Sources & evidence

ORD record
ord-76026ac7943043c28474aac7b1f749ad
Source dataset
uspto-grants-2009_09
Patent number
US07582765B2

Reaction notes

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